Chloroacetyl chloride → HCID 12392970, compound

HRID 267926Notes

Reaction equation

HRID 267926 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([CH3:19])([CH3:18])[C:10](=[O:20])[NH:9]2)=[CH:4][CH:3]=1.[Cl:21][CH2:22][C:23](Cl)=[O:24].C(N(CC)CC)C>C(O)(=O)C>[Cl:21][CH2:22][C:23]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([CH3:18])([CH3:19])[C:10](=[O:20])[NH:9]2)=[CH:6][CH:7]=1)=[O:24]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 21806340119-29-7

Product 1

HCID 12392970HCID 12392970, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

30.0 g. (0.1125 moles) of 1-(4'-aminophenyl)-1,4-dihydro-4,4-dimethyl-3(2H)-isoquinolinone are reacted in 280 ml. of glacial acetic acid with 14.7 g. (0.13 moles) of chloroacetyl chloride, in the presence of 13.5 g. (0.13 moles) of triethylamine. The reaction conditions are the same as described in Example 1. The crude product is recrystallized from ethanol to yield 25.15 g. of the title compound; m.p.: 218°-219°C.

Workup

  1. customThe reaction conditions
  2. customThe crude product is recrystallized from ethanol
  3. customto yield 25.15 g

Sources & evidence

ORD record
ord-373b5cc5ad5c4bef8c53dd590884bd21
Source dataset
uspto-grants-1976_03
Patent number
US03946018

Reaction notes

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